Chloroacetaldehyde → HCID 178518393, compound

HRID 2381657Notes

Reaction equation

HRID 2381657 reaction equation
[NH2:1][C:2]1[NH:7][C:6](=[O:8])[NH:5][C:4](=[O:9])[CH:3]=1.[CH3:10][C:11]([O-])=O.[Na+].ClCC=O>O>[N:7]1[C:2]2[NH:1][CH:10]=[CH:11][C:3]=2[C:4]([OH:9])=[N:5][C:6]=1[OH:8]

Participants

5

Reactant 3

HCID 33ChloroacetaldehydeHCID 701206-AminouracilHCID 517045Sodium Acetate

Product 1

HCID 178518393HCID 178518393, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 6-aminouracil (15.0 g, 0.118 mol) in H2O (600 mL) was added NaOAc (15.0 g, 0.183 mol) and ClCH2CHO (50% in H2O, 30 mL). The mixture was heated at reflux for 4 h and was cooled to room temperature. The resulting dark brown precipitates were collected by filtration to afford crude 7H-pyrrolo[2,3-d]pyrimidine-2,4-diol (14.4 g, 81% yield).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 4 h
  3. customThe resulting dark brown precipitates
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-11395cfed3d44e78ad84bbe64424ad53
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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